Dichloromethane → 4-({2-[2-(2-Amino-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethyl}methyl-amino)-benzoic acid methyl ester

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Reaction Steps

A solution of 4-({2-[2-(2-azido-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethyl}methyl-amino)-benzoic acid methyl ester (410 mg, 0.709 mmol) and 10% Pd/C (155 mg) in MeOH:CH2Cl2(=7 mL:1 mL) was stirred under H2 atmosphere (1 atm) for 2h15 min. The reaction mixture was filtered through celite and rinsed with MeOH and CH2Cl2. Flash column chromatography (CH2Cl2to 8% MeOH/CH2Cl2) of the residue gave the desired 4-({2-[2-(2-Amino-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethyl}-methyl-amino)-benzoic acid methyl ester in 78% yield (305 mg).

Provenance & Evidence